Naruto's expectation of when he'll depart was unsurprisingly off, in terms of timing; Lady Tsunade had been taking time to prepare for the tricky procedure to heal Jiraiya's spine. She'd spend days studying the scrolls Naruto sent her way, and, even more time just practicing the techniques, needing to be absolutely certain she was at her best. Any margin of error on Tsunade's part would result in the death of one of her oldest friends. Luckily, Shizune had been there, by the Fifth Hokage's side, helping her through the stressful times, keeping the blonde's spirits high in the passing days. The jinchuuriki of Konoha, having more free time than expected, had allowed himself to partake in the delights of his pupils, making routine visits to the likes of Ino, Sakura, and Nae, making sure the pinkettes were apprised to his shift in schedule as it pertained to them. But, as the operation's agreed-upon date soon approached, Naruto hauled-ass to the Konoha Hospital, making good on a request that Jiraiya had previously asked of him. It was something about having some information to tell the future-hokage, on the chance that the Sannin could die as a result of the surgery Tsunade performs on him.

The happy-go-lucky jinchuuriki walks into the room of the pervy-sage, a huge grin across his face as he faces the infamous Toad Sage. "Naruto, I take it you heard the news? Our beautiful hokage has decided on a day for my procedure! Which means, if all goes well, we can proceed onwards with your training!" Jiraiya explained, having been uncertain how he'd be training the genin in his current condition. He was sure that he would've thought of something, but had secretly hoped a situation like this would arrive. With Tsunade there to rescue him from this depressing-state. Nodding in agreement, the future-hokage looked to the Toad Sage with a curious glance, having the obvious question: "What was it you had wanted to tell me, though? It sounded important- like something you'd tell me if you thought this was your last chance, or something." Jiraiya's smiling, joyful expression would turn serious at the mention of the desired discussion, having not really planned to tell the jinchuuriki this information. After-all, it was a tricky situation to explain it all, given Naruto wouldn't have the slightest hunch about any of it; the blonde could assume it's all a joke, for all the pervy-sage knew.

"It's a bit of a long-story, kid. For starters, I knew, and trained, your father, Minato Namikaze, our Fourth Hokage," Jiraiya led off with, the jinchuuriki feigning innocence as he pretended not to know about all of that. It was a very surprising fact to learn of, the first time, as Naruto didn't think too much of his parents. He figured they were just ninjas that died, or perhaps abandoned him when he was a baby. He had no idea that his father was that strong. "I befriended your parents, after I was no longer his sensei, and I was rather close to them, at the time. Close enough that they used a name from one of my books, and made me your godfather ." Jiraiya dropped that final bomb, forcing Naruto to shed crocodile tears, feigning a bit of joy as he bawled, reaching forward to hug the Sannin tight. The pressure, however, from the hug, caused the Toad Sage to groan in pain, up until the jinchuuriki pulled back. As the pervy-sage smiled, repositioning himself on the bed, he looked up at Naruto, the future-hokage softly saying: "Took your time with telling me this, old man. Imagine if I found this out after you died?" The blonde's scolding-words were full of a rather annoyed-tone, saying the things he wished he could've told his timeline's version of Jiraiya. Not that Naruto is displeased about their relationship; he's just upset that the Sannin didn't tell him about it sooner.

Jiraiya would tilt his head down, looking a bit apologetic toward his pupil, showing he regrets not telling the jinchuuriki sooner. "Yes, yes, I'm sorry; It's just hard for me to talk about the past. Something I'm sure you'll understand when you're older." Jiraiya admitted, letting Naruto know how sorry he was. While not telling the blonde sooner was a mistake, the silver-haired sage had felt a-lot better now, convinced things can be much smoother for them, after the surgery fixes him up. Presuming, of course, it doesn't go badly for the Toad Sage. "I just wanted you to know, in-case something happens as a result of the procedure. Nothing's absolute." The pervy-sage further explained, defending the sudden truth-bomb as something that seemed necessary, given the situation. That was certainly something this future-hokage could understand; he just would've liked to hear it normally confessed. That is, being told this information when Jiraiya wasn't potentially going to die. But, the blonde couldn't help the situation, and was simply glad the Toad Sage actually said the words to him, himself, in this timeline. But, with their important discussion concluded, Naruto had soon said his farewells to his godfather, smiling as he commented on his hopes for Jiraiya's success with the operation. If all goes well, Jiraiya will be out of that bed in a matter of days, and ready to teach the genin all he needs to know for the future. Not that Naruto needs to re-learn those techniques, of course.

. . . Days Later . . .

Naruto had been eager to see the pervy-sage after their presumed procedure, having kept close by the Konoha hospital on the supposed-day of Jiraiya's surgery. With the guilt he already felt, the jinchuuriki was terrified of the thought that the Sannin wouldn't survive Tsunade's attempts to heal his spine, even with the special scrolls that the blonde genin retrieved for this occasion. Of course, he had a degree of faith in the Fifth Hokage, but poor Naruto couldn't shake the chance that something would go wrong. It was Murphy's Law - the chance that if something can go wrong, it will go wrong - in the future-hokage, believing the worst could or will happen. All because of the actions of this perverted genin. However, as the time passed, the jinchuuriki learned to suppress these concerns, trying to make any sense of guilt less apparent to those around him. Which luckily, paid off for the Toad Sage's pupil, as Jiraiya was set on a path of recovery following the success of Tsunade's surgery, something she owed to that loyal runt. She didn't tell Jiraiya the odds got better because of the blonde brat's actions, but she had a feeling he might know that already. Naruto had a sort of attitude that makes you think he can do anything he sets his mind out to do- even become Hokage some day.

Hours after finding out the Toad Sage's new prognosis, Naruto, rather than see Jiraiya, had stepped out for some time. He was glad to see his master had been fixed up, needing only rest and time for recuperation, but the genin had other priorities to take care of. He had to say thank you, and show his gratitude, taking it up with the person who did the most work in this situation: Lady Tsunade. To that end, Naruto took a stroll over to the office of the Hokage, looking inside, only to see Tsunade taking a drink - likely alcoholic - from a tall bottle. "A good call for celebration," the genin would utter, having opened the door taking a step inside before closing it behind him. The Fifth Hokage looked to the jinchuuriki with a smirk, raising her glass in acknowledgement, agreeing with the boy as she downed a glass. The moment had been stressful on them both, as the two blondes each felt a deep attachment to Jiraiya, for differing reasons. Naruto slowly walked in, approaching the Hokage's messy desk; Shizune didn't appear to be here at the moment, so it was just Naruto and Tsunade. "If it weren't for you, that would've gone a whole other direction, Naruto… We both owe this win to you," the buxom woman admitted, referring to herself and Jiraiya in this instance. The jinchuuriki grinned, looking very humble as he looked to his superior; though, secretly, she was only his superior in title. In raw power, he could very likely defeat this current Hokage.

"No, no… I should be thanking you, Granny Tsunade! If it weren't for you, pervy-sage wouldn't be on the road to recovery like this. I really owe you a debt of gratitude for this. It meant a lot to me." The genin replied honestly, telling the total truth about the situation. Tsunade scowled a bit from his usual nickname for her, but let it pass, as a token of goodwill toward the person who helped with healing Jiraiya. But, knowing Jiraiya intends to take the jinchuuriki away for training, whenever she'd allow him, Tsunade's more lecherous side came out. With a slight grin, she leaned in towards Naruto, putting down her bottle of booze as she looked to the boy. "If you want to show your thanks," she'd begin, "I'm sure you know of a proper way to thank me." To be honest, it wasn't a bad suggestion, in Naruto's mind. He was going to be gone a long time, especially since he couldn't let Jiraiya notice the genin's usage of the Flying Thunder God technique. So, with that in mind, the jinchuuriki offered to give the busty hokage exactly what she wanted. To help with that, Tsunade had gotten out of her chair, walking around to the other side of her desk, casually stripping out of her uniform-like robes, revealing she once again wore nothing underneath them. She never explicitly said why, but the perceived intention was to make sure she's always prepared for the fierce boy's arrival.

With his typical, devious smirk, he watched as the Fifth Hokage, stark-naked, had approached him, leaning over him as a single hand fell to the jinchuuriki's crotch. Thanks to her infamously-developed body, the aggressive boy's manhood had been tenting in his pants, soft moans escaping his lips as she gripped him over his pants. He took a rather fierce grip onto one of her massive breasts, molesting that pillowy-flesh as he leaned into her face, forcibly kissing Tsunade. What started out as an exchange of lip, soon turned into a battle of tongue, sharing a passionate kiss with the leader of Konoha as the two teased one another. For a boy of his age, his hand moved rather masterfully, tightly digging into her breast with his nails, all whilst his girth throbbed in her hand, eager to give the woman what she wanted. Though, Naruto, of course, had another way he intended to show his gratitude; this was just the first thing he would do to reward the Fifth Hokage. As the kissing and cock-stroking went on for a few minutes, both seemed rather tired of it, eager for something more intense as the blondes parted for a few moments.

Their continuation had led to Tsunade, in a very frenzied state, pulling down Naruto's pants, letting his menacing girth fling out, the tip twitching excitement. It was very clear neither party could wait too much longer, and they both sought the same level of depravity. At least, that's what they initially believed. With a smirk, the jinchuuriki pointed to the floor, gesturing for Tsunade to get down on her knees in-front of him. With a slight gulp, the Fifth Hokage would obey, dropping to the ground as she eyed the throbbing man-meat like it was the best thing in the world. It took some time to find the proper angel, but, before too long, the future hokage had pushed his cock between the buxom blonde's huge breasts, thrusting upward to reach Tsunade's precious lips. As she figured out what his intention was, the Fifth Hokage smirked, taking hold of her prized, pillowy-breasts and squeezing them against the girth before her. " You love it when I use these to milk that huge prick of your's, don't you, Naruto? You know nobody else gets to use them! You should feel honored, and give me a nice kiss to show your thanks! " Tsunade informed, the boy taking the hint as he more intensely moved his hips, forcing the tip of his cock to pierce the Fifth Hokage's lips. To make it more pleasant, the buxom kunoichi had been licking and kissing his manhood, herself, adding to incoming pressures to paint her face white with cum. " Big talk, granny! But, we both know, before long, you're going to be begging me to plant my seed inside you, marking you as my woman. You just can't say no to me, can you? " Naruto answered back, between grunts and moans, the so-called 'Granny' being oddly quiet after that remark. Almost as though there was no debating the words he said about her.

The future hokage had, as gratefully as possible, allowed himself to orgasm on the face of the Fifth Hokage, sending his thick seed all over her face- some even landing on her breasts, and in her mouth. It was supposed to be the first of many, so Naruto didn't prioritize lasting long for this first shot. He intended, however, to give her a good time as her 'reward' continued. He would excitedly watch, at this point, as she behaved like a good dick-polisher, licking off any traces of his spunk as Naruto stood there, still in-front of this kunoichi. The curvaceous woman licked him clean, a smile on her face as she pulled away, swallowing the remainder of his delicious juices. It was a good start toward Naruto showing his gratitude, but it wasn't the best way to do so. That's where the genin intended to go next, standing back as he performed a set of handseals, performing his infamous Shadow Clone technique, the identical blondes looking at each other with a smirk. "It's your every fantasy, I know, but if you really want, you'll need to lie down!" The original Naruto taunted, pointing to the floor as he gave Tsunade a firm command. If she was to get her special reward as thanks for her efforts, the jinchuuriki and his duplicate needed her in a particular position. But, being as eager as ever, the Fifth Hokage wasted little time in doing what needed to be done, leaning back until her body pressed to the floor.

It started out rather difficult, but, given time, Naruto and his Shadow Clone found a perfect positioning of their bodies for what came next. The real genin had been arching his body over the Sannin's crotch, aiming that oversized prick of his at her welcoming-slit, the Fifth Hokage being silent; that is, until the jinchuuriki finally pierced her eager hole with his girth. A loud moan had escaped her lips; she hadn't taken any precautions to hide her activities with the boy this time, so anyone who dared to interrupt their fun would have no trouble witnessing or hearing her moans. No curtains or locked doors- just Tsunade telling her guards and Shizune she wished to be alone. Not that she planned on Naruto visiting her, or anything. As his fuckrod pierced her mature-pussy, the Shadow Clone wasn't very far behind, being very precise as he joined in on the excitement; he, however, would force his way into the buxom kunoichi's tight asshole, something the genin had yet to do with her. " Nnnnngh, fuck! Didn't think you were… fucking… into that! Feel honored… I don't let just anyone wreck both my holes like this!" Tsunade said in response to the penetration, once again making it sound like it's a privilege. Though, if she were to be honest with herself, she knew he could takewhatever he wanted from her.

The jinchuuriki and his duplicate were both pleased by that, slamming their individual girths inside the Hokage's tight holes. With Naruto leaving in a matter of days, to weeks, he wanted to give Tsunade something to remember him by. Especially since she was receiving that important task, the kunoichi would need something to serve as an early-incentive to do the job. So, while the buxom blonde did her best to milk the cocks, the two, identical Narutos were busy trying to give this Hokage the best treatment they could. That led to the real Naruto gripping and molesting the kunoichi's breasts once more, leaning in to nibble and suck on her nipples as he pressed his face to her chest; meanwhile, the Shadow Clone was busy slapping Tsunade's ass, causing vibrations that could be felt by both their cocks, sending a pleasing sensation to them. "We don't have too much time before I have to go, Granny, but… Be a good cocksleeve and help with some training, and you'll get plenty of attention when I get back. You and Shizune. " The Shadow Clone informed, the real Naruto's mouth being preoccupied at the time. As his complete-copy, the Shadow Clone spoke what was on the mind of both the real and duplicate jinchuuriki, as they both needed Tsunade to know this information. Between moaning, the kunoichi could be seen smiling in regards to the genin's words, acknowledging them, albeit with a little embarrassment over being called a 'cocksleeve'. Not that she had any right to disagree about that, given the current situation.

" F- Fine! Just make sure, while you're here, you're… fuck! Rewarding me properly, and nnnngh… filling me up with your warmth. " Tsunade's moans grew as, thanks to the double-penetration, she felt an orgasm hit her, her holes tightening, coinciding with her climax. The real and Shadow Clone versions of Naruto were very appeased, gladdened by both the words and actions of the Fifth Hokage. As her body remained their personal playground, the two penetrations only grew more rough, intense, and volatile, taking little concern for Tsunade as they ravaged around within her. Slamming against her furthest depths- the real Naruto even piercing the mature-woman's womb- the two male specimens showed no mercy as they sought to give the Hokage exactly what she desired. They had kept moving and thrashing inside of those tight holes, taking time with the one they called 'Granny', as they wished to give her more attention than usual. However, not even Naruto could contain himself forever, as he too desired to orgasm; especially after thrusting away within the Fifth Hokage for so long.

" I hope you're ready for this, Granny, because we're about to fill your holes to the brim. Who knows, maybe you'll even bear my child? " Naruto would tease, him and his Shadow Clone snickering as the kunoichi looked at them, rather curious. She was in her fifties at the moment, and wondered if it would be possible for her to get pregnant; and, if she did, what would she do about it? She was potentially loyal enough to keep the genin's child, but wasn't fond of the idea of him impregnating her days before leaving for a lengthy-training trip. Before she could appropriately respond to the question, her moans had reached a peak, the Fifth Hokage climaxing as the two fuckrods made their final, powerful thrust within her. At nearly the same time, the three of them orgasmed, the two cocks effectively releasing hefty loads of cum, the thick substance flooding Tsunade's two holes, some of it gradually seeping out of her. The sudden burst made the kunoichi collapse, head falling to the floor as the genin and his duplicate remained inside of her for a few more minutes, catching their breath. Ultimately, however, Naruto let his clone disperse, the Shadow Clone's cumshot immediately leaking out of Tsunade's asshole; soon after, Naruto would pull out as well, leaving the creamy spunk of his to seep out as well. Making a mess of her, the genin had nearly forgotten his parting gift for the Sannin, looking to his hand with a smirk.

Tsunade, moments later, looked up, seeing Naruto had gotten dressed once more, the Sannin soon getting up off the dirty floor as she looked to him. "Well," she'd start, "I hope you'll be thanking me again when you come back." Smirking, the jinchuuriki walked to the Fifth Hokage, placing his hand on her forehead, holding his other hand up to her lip, as if to shush her. To her astonishment, the chakra of Kurama - the Nine-Tailed Fox - had appeared on Naruto's hand, the same hand that was touching her forehead. Before she could pull away, she felt Kurama's chakra coat her, the tailed-beast's regenerative capabilities taking hold over the Sannin. She was able to watch as, to a slight degree, the chakra appeared to not only heal Tsunade- it actually de-aged, something she could only notice due to age-related differences, like the appearance of her skin and lack of wrinkles. If she had to guess, she must've reverted to her late thirties, utterly shocked as Naruto finally pulled himself away from the Sannin. "What the hell did you just do?!" Tsunade demanded, gripping the genin by his collar as she looked him dead in the eyes. With a smile, he eyed the angered, confused Hokage, offering an explanation in what exactly he did to her.

"Well, I learned from a past battle that this thing inside of me can heal wounds using it's chakra. So, I figured it could reverse the damages of your whole Regeneration technique - that Creation Rebirth or whatever it's called. Though, if I had to guess, I'd say that's just your Uzumaki blood." Naruto did his best to explain, identifying the connection between them that Tsunade might've forgotten about. With a smile, he pulled away from the Sannin, taking a few steps toward the door out of there. "I did some research about you, and found you were a descendant of the Uzumaki clan. My family. Turns out our bloodline has the ability to live very long lives, which I think may have finally activated within you." He explained, suggesting the regenerative nature of Kurama's might have acted as a catalyst, sparking the Uzumaki longevity that was dormant in the Fifth Hokage. Naruto was also aware of Tsunade's roots as a descendant of the Senju clan, but was very focused on the Uzumaki heritage. After-all, it meant that, unlike most, the buxom blonde could potentially live long enough to continue serving the future hokage for many years to come. And, like someone ducking responsibility or blame, the jinchuuriki disappeared, using the Substitution technique to disappear. He did all he intended to do for the Sannin, after-all.

The next several days were mired by the Slug Queen Tsunade hounding Jiraiya, as the silver-haired male tried to leave the hospital. She was dead set on holding him until he was healed enough to walk out of the building himself, to the dismay of her fellow Sannin. People had to be stationed near his room, around the clock, to stop his escape attempts; with his spine fixed, the pervy-sage just wished to leave. Especially with the looming threat of the Akatsuki still out there. What began as just a few days to hold Jiraiya, soon became weeks- possibly an attempt to keep Naruto around that much longer. But, eventually, she had to let both of them go, releasing Jiraiya from her care, the master and student finally permitted to prepare their journey. However, it hadn't ended up just being those two that had left, as Naruto expressly got the permission of the pervy-sage to bring along Nae . It took a bit of time to arrange for Nae, Ino and Sakura to meet for their individual training; Sakura and Ino with Tsunade, while Nae went with Naruto and Jiraiya. Though, of course, the blonde genin could still feel the eyes of someone oddly familiar on his back- someone he feels as though he knows. Even after leaving the village with Nae, Naruto could still feel the lingering gaze, forcing the blonde to decide on setting a trap for them. With the ultimate bait, the jinchuuriki would wait until the trio made camp on the first night of their journey, planning to strike against this stalker when they would least expect it.